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CPS Chirotech

  • Chiral Products & Services
  • Chirotech Technology

RSMs & Intermediates
CPS-Chirotech has extensive capability in the manufacture of pharmaceutical RSMs & Intermediates for commercial and clinical development. Utilising a broad technology portfolio together with access to large scale cGMP and non-GMP facilities means that we are able to efficiently manufacture one of the largest ranges of chiral compounds in the industry. As well as customised intermediates we have developed a number of general chiral products types, including:

  • Amino Acids
  • Alcohols
  • Amines
  • Carboxylic Acids & Esters
  • Succinates
  • Aldehydes
  • Epoxides
  • Complex Multi-functional Carbocycles

Prostaglandins
For over 10 years, CPS-Chirotech has been active in the field of prostanoids synthesis and prostaglandin manufacture. Prostaglandins are complex and often highly active molecules requiring excellence in synthetic chemistry & purification and specialised manufacturing capabilities with high containment.
Through the chemistry capabilities of CPS-Chirotech and the manufacturing experience of our Mirfield, UK facilities, we are able to assist fully in your clinical development and commercial manufacturing needs of synthetic prostaglandins.

Permethrin Based APIs
CPS-Chirotech is an FDA and EMEA approved manufacturer of Permethrin-based APIs widely used for both human and veterinary applications for the control of ectoparacitacides. High quality dedicated buildings and facilities at our Mirfield UK site are used for the manufacture of these products and they are supplied globally to a diverse range of customers for the development and manufacture of effective formulations.
Whatever your potential needs for pharmaceutical or veterinary grade Permethrin, CPS-Chirotech will be able to provide the necessary quality standards and product supply at any scale.

  • Activated mPEGs
  • Asymmetric allylic Substitution
  • Biocatalysis
  • Complex Synthesis
  • Hydroformylation
  • Hydrogenation
  • Phase Transfer Catalysis
PEGylation/Activated mPEGs
Successful PEGylation requires several factors to be optimised, such as the site of PEGylation, chain length and mPEG linker. Determining the optimum mPEG may require the testing of several activated mPEGs, at different chain lengths. CPS-Chirotech offers a range of activated linear mPEGs to enable our customers to find the ideal mPEG for conjugation.
Our activated mPEGs are high quality, with high levels of activation, narrow polydispersity and low diol content.

propionaldehyde

From stock we offer 5K, 10K, 20K, 30K, 40K and 60K linear mPEG chains. The manufacture and activation of linear chains greater than 40K is unique to CPS-Chirotech.
Furthermore our activated mPEGs have a low diol content.  Diol impurities must be minimised to prevent the formation of di-functionally activated molecules, capable of cross reactivity. We have developed proprietary and unique mPEG-OH analytical method which separate diol impurities, by functionality alone, thus eliminating the interference associated with molecular weight. This approach uniquely allows us to measure all the diol, regardless of weight and in doing so effectively control and minimise diol content.

Our stock of activated mPEGs offers a range of conjugation chemistry, examples of which are given in the table below. In collaboration with our customers, we also make custom activated mPEGs.

Activated mPEG

Activated mPEG enquiry

Click to enquire about obtaining research samples, commercial manufacturing or custom mPEGs. Research samples are available from stock, GMP materials are made to order, to ensure the highest quality for your clinical trials.

 

Asymmetric Allylic Substitution
CPS-Chirotech has the worldwide license from Stanford University for the Trost palladium- and molybdenum-based catalysts for asymmetric allylic alkylation reactions. These carbon-heteroatom and carbon-carbon bond-forming technologies allow the construction of complex structural features.
Asymmetric allylic alkylation is a truly enabling methodology, allowing a plethora of chiral molecules to be synthesized. CPS-Chirotech has developed many processes to useful synthetic intermediates utilizing the Trost technology. Examples includes routes to vinylglycinol, 2-aminotetralins, 3-buten-1,2-diol, Calanolide A, 2-cyclohexenylamine and quaternary amino acids.

Phase Transfer Catalysis PCT CPS

Biocatalysis
CPS-Chirotech expertise in using biocatalysis for the development of scaleable, economic processes used in the production of chiral intermediates and APIs spans more than 20 years. 
Enzymes are nature's catalysts that can be harnessed to produce chiral products for the pharmaceutical industry.  Their inherent stereoselectivity, regioselectivity and ability to work under mild conditions means using enzymes as a chemical catalysts allows economic and sustainable manufacturing processes to be developed.
 Our multidisciplinary team can offer the following:

  • Fast and efficient screening of our collections of more than 700 isolated enzymes and 2000 wild-type microorganisms
  • Cloning and over-expression of a desired enzyme activity to achieve a unique, differentiated and economic catalyst
  • Advantaged fermentation of enzymes using a highly efficient Pseudomonas fluorescens expressionsystem
  • Automated optimisation of the biotransformation for rapid process development

We have expertise in the application of a large number of enzyme classes including: lipase/esterase; protease; D- and L-acylase; nitrilase, b- and g-lactamase; amidase; transaminase; alcohol dehydrogenase enzymes.  This allows us access to a wide variety of different product classes such as: a, b, and g amino acids; chiral alcohols; amines, carboxylic acids and esters.

Complex Synthesis

Complex Synthesis
Although CPS-Chirotech is perhaps best known for core technologies concerning the development and manufacture of chiral synthons, we also have extensive capability in the multi-step synthesis of APIs and advanced pharmaceutical intermediates requiring complex chemistry. If you have difficult synthetic challenges and highly complex molecules, then our capabilities can provide you with a clear and sustainable advantage, through the development of refined and effective synthetic routes to complex molecules.
Hydroformylation
Over the past 7 years CPS-Chirotech has become a world leader in the application of hydroformylation for the production of fine chemical and pharmaceutical intermediates.  This technology allows access to a wide variety of highly versatile aldehydes with an exceptional degree of functional group tolerance.  In addition, the mild and neutral reaction conditions enable the isolation of aldehyde intermediates that are often unstable when prepared using conventional methods.
Our collection of proprietary catalysts enables a high degree of control over both the chemo and regioselectivity of the products formed and, in the case of the asymmetric reaction, excellent enantioselectivities in numerous cases. 
The technology has been practised on scale, manufacturing tonne quantities of aldehyde intermediates and downstream chemistry has been developed that allows for in-situ conversion to either chiral or achiral amines, alcohols or acids.

Hydroformylation

Hydroformylation allows access to wide range of functional groups including alcohols, acids, amines, imines and enamine.

Hydrogenation
Asymmetric hydrogenation is a key strength of CPS-Chirotech, over the last 15 years we have developed over 350 processes using this technology. Our collection of proprietary asymmetric hydrogenation catalysts comprises both our own systems and several powerful in-licensed catalytic technologies. We have the ability to rapidly screening screen over 400 preformed catalysts for process development.
CPS-Chirotech has a worldwide exclusive license from DuPont for the DuPhosTM/BPE family of asymmetric hydrogenation ligands for use in pharmaceutical applications. In addition we have developed a range of catalysts including the FerroTANE™ ligand series, which give superior performance against a number of substrate types.
Since December 2000, we have licensed from the Japan Science and Technology Corporation, the technologies of Professors Noyori and Ikariya for the hydrogenation of ketone functionality. With single-isomer chiral ligands, the ruthenium catalysts can be used at exceedingly low loadings (e.g. S/C 100,000) to deliver high enantiomeric excess secondary alcohols. A particularly valuable ligand for this technology is PhanePhos, where CPS-Chirotech has a license from Merck Inc. Furthermore, CPS-Chirotech has its own biaryl ligand HexaPHEMP, which is valuable for these and other related ruthenium-based catalysts.
CPS-Chirotech has developed the commercial manufacture of ligands and storage-stable pre-catalysts and has proven these technologies in multiple commercial API manufacturing opportunities.
Phase Transfer Catalysis (PCT)
CPS-Chirotech has developed PTC methodology for a number of products and we have applied this to the multi Kg manufacture of several complex dialkylamino acids.

Asymmetric PTC methodology employs the use of a chiral catalyst, often a quaternary ammonium salt, to catalyses the enantioselective preparation of the target compounds. One of the best known uses of this technology is for the preparation of amino acids via the C-alkylation of glycinate or alaninate imines, where a wide variety of alkylating agents can be tolerated.

Phase Transfer Catalysis PCT

We have found phase transfer processes to be readily scalable, this combined with the mild reaction conditions employed and environmental benefits of the reagents used, has resulted in PCT becoming an important addition to our technology portfolio.

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